Upcoming Events

The Woodstock Historical Society
presents

“2nd Annual Boot Sale”

Saturday April 28th
9am - 2pm

Join us on the lawn at 523 Route 169, Woodstock Hill
40+ Stalls, selling everything out of their "trunk" (boot as they say in England)

Admission is Free

Food Vendor on Site

For more information about becoming a seller, please contact Tony Reed at anthony.reed555@gmail.com
or fill out the form below:

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The Original Woodstock

The Town of Woodstock was originally settled in 1686 as New Roxbury by thirteen men (the Goers) from Roxbury, Massachusetts and became the first town in present day Windham County. Thirty families followed the Connecticut path west from Boston and settled in Wabbaquasset. The first homesteads were set up on Plaine Hill and the Westward Hill. Located on the conjunction of three Indian trails, the area was frequented by traders and was situated on the "great road from Hartford to Boston, and on the road from Providence to Albany." Woodstock has thrived since the early days and has played its part in history.  The Commons served as assembly sites for troops during the American Revolution, The War of 1812, and the Civil War. Roseland Cottage hosted Presidential visits in the nineteenth century. Please visit the Woodstock Historical Society Welcome Center next time you are in town and learn more about the fascinating history of our early New England town.